Search Results (258)

The fall armyworm (Spodoptera frugiperda), a highly destructive invasive Lepidopteran pest, poses a serious threat to global agriculture, particularly maize production. Plant essential oils (EOs) represent a promising class of botanical pesticides owing to their diverse bioactivities and low environmental persistence. In this study, we evaluated the insecticidal and antifeedant activities of 40 commercially available EOs against third-instar S. frugiperda larvae. After an initial screening at 4 μL/mL, 10 EOs that caused ≥70% mortality at 72 h were selected for bioassays to estimate LC₅₀ value and chemical analysis by GC-MS. Contact toxicity assays showed that geranium EO had the highest activity (LC₅₀ = 2.105 μL/mL at 72 h), followed by cypress (2.123 μL/mL) and niaouli (2.391 μL/mL), whereas tea tree EO exhibited the lowest activity (3.592 μL/mL). Antifeedant tests revealed that clove EO caused the strongest feeding deterrence at both 24 h (antifeedant indices AFI = 72.8%) and 48 h (AFI = 63.4%), while most other EOs lost their deterrent effect within 48 h. GC-MS analysis of the 10 active EOs identified a complex mixture of monoterpenes, sesquiterpenes, and oxygenated derivatives; major constituents included D-limonene, 4-terpineol, carvacrol, caryophyllene, and longifolene. These results provide laboratory evidence that several plant EOs, particularly geranium, cypress, niaouli, and clove, possess strong insecticidal and antifeedant activities against S. frugiperda larvae, supporting their potential as eco-friendly botanical insecticides. Full article

Temperature is a major determinant of plant metabolic plasticity, yet its role in directing volatile and semi-volatile specialized metabolism in Ginkgo biloba remains poorly understood. In this study, we investigated how contrasting low- and high-temperature treatments reshape secondary metabolite contents in G. biloba microclones cultivated in vitro. Plants were exposed to cold (+3 °C) and heat (+30 °C) conditions, and their responses were analyzed using GC–MS profiling, anatomical measurements, chlorophyll fluorescence, and multivariate statistics. Cold treatment selectively increased the abundances of monoterpenes (13.22%) and sesquiterpenes (13.83%), with the strongest accumulation of caryophyllene, eucalyptol, and (1S)-camphor. In contrast, heat treatment reduced ester content to 3.73% and strongly enriched oxy-sesquiterpenes (46.50%) and lactone/ketone/spiroketone (29.54%) contents. The enhanced accumulation of isocalamendiol, isoshyobunone, cyclohexanone derivative, dehydroxy-isocalamendiol, and (+)-2-bornanone was observed under heat. According to the multivariate analysis, control plants were associated with traits reflecting optimal physiological performance, including greater parenchyma, phloem, and xylem thickness, larger vascular bundles, longer stomata, and higher NPQ, qN, Y(NPQ), and F_v/F_m. Cold-treated plants showed thicker epidermis and sclerenchyma, higher stomatal density and width, elevated Y(NO), and an enrichment of esters and terpenoids, whereas heat-treated plants were characterized by thicker adaxial and abaxial epidermis, increased mesophyll thickness, and higher levels of oxygenated metabolites. These findings expand current knowledge beyond terpene trilactones and flavonoids and identify Ginkgo microclones as a useful in vitro model for temperature-guided metabolic reprogramming and targeted metabolite enrichment. Full article

This study provides a comparative evaluation of two Salvia species, the widely cultivated Salvia sclarea L. and the comparatively underexplored wild species Salvia pratensis L., integrating phytochemical profiling, chemical safety assessment, and biological activity investigation. Dried hydroethanolic extracts and essential oils obtained from aerial parts were analysed. HPLC–PDA analysis revealed distinct phenolic acid profiles, with S. sclarea characterized by higher levels of rosmarinic and protocatechuic acids, whereas S. pratensis contained greater amounts of hydroxycinnamic acids such as caffeic, p-coumaric, and ferulic acids. The total phenolic content was higher in S. pratensis (79.22 mg GAE/g dry extract) than in S. sclarea (52.50 mg GAE/g). GC–MS analysis showed that the essential oil of S. sclarea was dominated by oxygenated monoterpenes, mainly linalyl acetate and linalool, while S. pratensis exhibited a linalool-rich profile accompanied by sesquiterpene derivatives. Chemical safety assessment indicated minimal contamination, with pesticide residues detected only in S. sclarea at levels below regulatory limits and low concentrations of cadmium and lead in both species. The extracts showed strong antioxidant activity (DPPH IC₅₀ values of 6.67 µg/mL for S. sclarea and 3.16 µg/mL for S. pratensis) and moderate broad-spectrum antimicrobial activity (MIC 312.5–2500 µg/mL). In vitro assays on HEK 293 and HaCaT cells confirmed low cytotoxicity, with no evidence of membrane damage or pro-inflammatory effects. Overall, the results highlight the significant bioactive potential of the less studied S. pratensis, demonstrating that this wild species represents a promising alternative source of natural antioxidant and antimicrobial compounds comparable to the widely cultivated S. sclarea. Full article

Humulus lupulus L. (hops), belonging to the Cannabaceae family, is grown mainly for brewing, with 98% of global production directed to this sector. Moreover, large volumes of female cone residues are generated as by-products, representing a valuable source of bioactive compounds that can be valorized under green chemistry principles. This study aimed to extract bioactive compounds from hop cone residues sourced from craft breweries using ultrasound-assisted (EH-UA) and microwave-assisted (EH-MA) extraction methods. Hydroalcoholic extracts (70%) were analyzed for chemical composition, antioxidant, antimicrobial, antiproliferative, nitric oxide (NO)-production inhibition, and photoprotective activities. GC-MS identified 32 compounds in EH-MA and 30 in EH-UA, including terpenes, sesquiterpenes, oxygenated sesquiterpenes, and fatty acids. Both extracts demonstrated strong antioxidant activity in cell-based (TBARS, OxHLIA) and chemical (DPPH, ABTS, FRAP) assays, particularly EH-MA. Significant antibacterial activity was observed, especially against Enterobacter cloacae, Pseudomonas aeruginosa, and Staphylococcus aureus (MIC 1–10 mg/mL), as well as antifungal activity against Aspergillus brasiliensis (MIC 2–2.5 mg/mL). Selective antiproliferative activity was observed against tumor cell lines Caco-2 and MCF-7 (GI₅₀ 25 μg/mL), without cytotoxicity toward nontumor cell lines Vero and PLP2 (GI₅₀ > 400 μg/mL). All extracts inhibited the production of the inflammation mediator NO, with EH-MA showing the most potent effect (IC₅₀ of 35 μg/mL), followed by EH-UA (IC₅₀ of 55 μg/mL). Photoprotective potential was also demonstrated, with SPF values of 19 (EH-MA) and 18 (EH-UA). In conclusion, hop cone residues can yield multifunctional extracts with antioxidant, antimicrobial, antiproliferative, anti-inflammatory, and photoprotective activities, which support their sustainable upcycling for pharmacological, nutraceutical, and cosmetic applications. Full article

Background/Objectives: Teucrium polium L. is widely used in traditional medicine and has been proposed as a source of antimicrobial adjuvants in the context of antimicrobial resistance. Here, we characterized the essential oil (EO) and polar extracts of T. polium and evaluated their antioxidant activity, antimicrobial potency against clinical multidrug-resistant (MDR) isolates, and the interaction of the EO with conventional antibiotics using a chequerboard assay (FICI); further, we investigated in silico molecular interactions with some targets related to resistance. Methods/Results: The EO, which was hydrodistilled and subsequently analyzed by GC–MS, is characterized by dominant limonene content (24.13%) and contents of oxygenated sesquiterpenes such as β-eudesmol (10.48%) and α-muurolol (8.10%). HPLC/UV–ESI–MS characterization of the extracts (decoction and Soxhlet) demonstrated that they were rich in polyphenolic compounds and flavonoids, which matched the standard phytochemical characteristics of this species. The extracts exhibited significant reducing capabilities, and the hydroethanolic extract exhibited the highest antioxidant activity (DPPH IC₅₀ = 15.41 μg/mL; FRAP EC₅₀ = 30.65 μg /mL), while the EO revealed at most moderate capacity in these tests. In antimicrobial assays, the EO inhibited fungi more effectively than the extracts (MIC of 1.17 mg/mL against Aspergillus niger; 4.69 mg/mL against Candida spp.), while antibacterial MICs for both the EO and extracts were generally high (up to 50 mg/mL). Combination testing nevertheless identified synergistic or additive effects of the EO with selected antibiotics, notably with ceftazidime against ESBL-producing Escherichia coli (FICI = 0.141) and Staphylococcus aureus (FICI = 0.039) and with amikacin against Klebsiella pneumoniae (FICI = 0.313); the EO–ceftriaxone pairing against ESBL E. coli was additive (FICI = 0.516). Docking simulations further supported these observations by showing the favorable predicted binding of oxygenated sesquiterpenes, most notably β-eudesmol and α-muurolol (up to −8.6 kcal/mol), to resistance-related targets such as RND efflux pumps, β-lactamases, and porins. Conclusions: Taken together, the in vitro and in silico data suggest that T. polium could be explored as a natural antimicrobial option and as an adjuvant to enhance antibiotic activity against multidrug-resistant pathogens. Full article

Immortelle (Helichrysum italicum (Roth) G. Don, family Asteraceae) essential oils (HiEOs) and hydrosols (HiHYs) are widely used in cosmetic, pharmaceutical, and agricultural formulations. However, their composition and quality vary depending on geographical origin and production practices, while standardized reference values—particularly for hydrosols—are still lacking. The aim of this study was to investigate and compare the physicochemical properties and chemical composition of commercial HiEOs and HiHYs from the Adriatic and continental regions of Croatia. Samples were analysed using standard pharmacopoeial methods and gas chromatography–mass spectrometry (GC–MS). Physicochemical analyses (relative density, acid value, refractive index, pH, turbidity, and essential oil content) showed that all samples were within generally accepted quality ranges, with no significant differences observed between regions using the Mann–Whitney U test. HiEOs were dominated by sesquiterpene hydrocarbons (53.15–55.60%), whereas HiHYs contained predominantly oxygenated monoterpenes (43.54–69.86%). The main compounds identified in both fractions were α-pinene, neryl acetate, γ-curcumene, and β-selinene, which formed a consistent chemical signature and served as practical biomarkers for the quality of H. italicum EO and hydrosol. Principal Component Analysis (PCA) distinguished sample groupings based on physicochemical properties and chemical composition, indicating regional variability without exceeding accepted quality limits. This study presents the first comparative dataset of Croatian commercial HiEOs and HiHYs, and defines practical parameter ranges to support standardized specifications, ensure consistent quality, and enhance the industrial applicability of immortelle-based products. Full article

The present study investigated the chemical composition and antileishmanial activity of Vernonanthura polyanthes essential oils over a two-year monitoring period (monthly collection from January/2023 to December/2024). The oils exhibited a high concentration of hydrocarbon sesquiterpenes, primarily germacrene D, β-caryophyllene, α-humulene, and bicyclogermacrene, whereas the levels of monoterpenes and oxygenated sesquiterpenes fluctuated seasonally. Activity against promastigotes of Leishmania (L.) infantum was strongly dependent on the essential oil chemical profile, with consistently low EC₅₀ values seen in months with a higher content of hydrocarbon sesquiterpenes. However, significant increases in oxygenated sesquiterpenes at the end of 2024 were accompanied by a reduction in potency. Cytotoxicity against NCTC cells remained low in most samples (CC₅₀ > 200 µg/mL). Multivariate statistical analysis was applied to investigate the relationship between the chemical composition of studied essential oils and their antileishmanial activity. Partial Least Squares (PLS) modeling based on key volatile markers (VIP > 1.0) revealed a significant correlation between constituent profiles and biological potency, explaining 61% of the activity variance (R² = 0.61). Regression coefficients identified β-caryophyllene and β-pinene as major contributors to enhanced activity, while β-bourbonene was associated with reduced potency. Seasonal evaluation showed that β-caryophyllene provides stable baseline activity, whereas peaks in β-pinene correspond to increased potency, suggesting a positive correlation associated with enhanced potency between these constituents. Integrated EC₅₀ and CC₅₀ models further demonstrated that β-pinene and β-caryophyllene combine desirable features of strong activity and low cytotoxicity. These findings clarify the metabolic drivers of seasonal bioactivity in V. polyanthes and highlight key biomarkers that may guide future pharmacological and biotechnological applications. Full article

Growing interest in natural therapies has increased the demand for essential oils; however, the complex interactions within their mixtures that dictate their final efficacy remain poorly understood. This study aimed to optimize a blend of ginger, cinnamon, tea tree, and geranium essential oils to develop an active ingredient, with synergistic multifunctional bioactivities, that was relevant to cutaneous healing. Initially, the composition and cytotoxicity for individual oils were determined; subsequently, a D-optimal mixture design was employed to evaluate three biological responses related to skin recovery: ultraviolet B radiation absorption, red blood cell lysis inhibition, and catalase enzyme activity. GC-FID analysis revealed the following major components (% w/w): cinnamon (cinnamaldehyde, 77.56%), ginger (α-zingiberene, 33.77%), geranium (citronellol, 33.6%), and tea tree (terpinen-4-ol, 38.38%). Dose–response data from essential oils tested against Detroit ATCC 551 skin fibroblasts revealed a clear cytotoxic hierarchy (IC₅₀ µg/mL): cinnamon (21.03) > ginger (25.3) > tea tree (41.67) > geranium (92.51). Cinnamaldehyde content was the primary contributor to photoprotective capacity, with a maximum sun protection factor (SPF) of 4.5. Inhibition against erythrocyte membrane lysis was not attributable to a single component; maximum protection (98.4%) was achieved through synergy between oxygenated monoterpenoids (geranium and tea tree), sesquiterpenes (ginger), and aromatic aldehydes (cinnamon). Highest catalase activity (160.86 kU/g Hb) was reached in mixtures with high cinnamaldehyde and eugenol contents, whereas an antagonistic effect was observed between tea tree and geranium oils. Finally, an optimal formulation (desirability = 0.927) was identified (% w/w): 31.7% ginger, 39.1% cinnamon, 14.5% tea tree, and 14.7% geranium. Experimental validation confirmed no significant difference compared with developed predictive models. This optimized mixture constitutes a bioactive natural component with potential for use in products aimed at promoting skin health, warranting further investigation into direct models of skin healing. Full article

Traditionally, Lasiocephalus ovatus Schltdl. (Asteraceae) has been used as an aromatic medicinal plant, particularly in the treatment of kidney-related ailments. However, scientific evidence validating its chemical composition and bioactivity remains limited. According to our literature search, there are no previous studies on the in vitro antibacterial, antioxidant, or anti-inflammatory activities of the essential oil from the aerial parts of Lasiocephalus ovatus; therefore, this study provides the first experimental evidence of these biological activities for this species. An essential oil (EO) was steam-distilled from the aerial parts of L. ovatus, grown at 4410 m above sea level in the paramos of Chimborazo Province (Ecuador), and subsequently analyzed. The distillation yield was 0.21% (w/w) based on dry plant material. Gas chromatography was employed for qualitative (GC-MS) and quantitative (GC-FID) analyses, using two different capillary columns, coated with 5% phenyl methyl polysiloxane (non-polar) and polyethylene glycol (polar) stationary phases. Dual stationary phases were required to provide complementary selectivity, which reinforced the identification and quantification of compounds. The major components of the EO were silphinene (3.4–3.5%), δ-selinene (3.6–3.1%), β-cyclogermacrene (18.7–18.1%), kessane (4.5–4.2%), spathulenol (13.3–13.3%), viridiflorol (3.1–3.0%) and neophytadiene (4.8–4.4%), values referred to the non-polar and polar phase respectively. The enantioselective analysis revealed that (1S,5S)-(−)-α-pinene, (1S,5S)-(+)-β-pinene and (R)-(−)-α-phellandrene were enantiomerically pure, whereas germacrene D was present as a scalemic mixture. The essential oil of L. ovatus exhibited a minimum inhibitory concentration (MIC) of 250 µg/mL against Staphylococcus aureus and 500 µg/mL against Escherichia coli. Its antibacterial activity is likely associated with the presence of bioactive sesquiterpenes such as silphinene, δ-selinene, and spathulenol, which are known for their membrane-disruptive properties. Regarding its antioxidant potential, the observed moderate radical scavenging activity (SC₅₀ = of 375.7 µg/mL) can be attributed to its complex mixture, particularly to oxygenated terpenoids like viridiflorol and spathulenol, which are recognized for their radical-neutralizing capacity. In the anti-inflammatory assay, the EO’s moderate potency (IC₅₀ = 165.29 ± 4.75 μg/mL) is also consistent with the anti-inflammatory profile reported for several of its major constituents, including spathulenol and viridiflorol. While significantly lower than that of aspirin (28.85 ± 7.66 μg/mL), this bioactivity is considerable within the context of a plant extract. Overall, the antibacterial, antioxidant, and anti-inflammatory effects are consistent with the EO’s terpene-rich composition, particularly oxygenated sesquiterpenes, while the enantiomeric distribution of chiral monoterpenes may further modulate bioactivity; consequently, future studies should include enantioselective quantification, broader antioxidant assays (e.g., ABTS, FRAP, ORAC, CUPRAC), cytotoxicity at active concentrations, and mechanistic and in vivo validation. Full article

Enzymatic pretreatment is a promising method for modulating essential oil isolation. This study evaluated the effects of pectinase, cellulase, xylanase, and their mixture, applied in purified water or citrate buffer before Clevenger hydrodistillation, on the yield and volatile composition of essential oils from orange, mandarin, and clementine peels. Essential oil yield increased slightly for orange and mandarin peels (up to approximately 2%) compared to non-enzymatic controls, while clementine yield was unaffected. Limonene remained the dominant compound in all oils, reaching 81.16% in orange, 77.50% in mandarin, and 75.29% in clementine. Enzyme pretreatment particularly affected the secondary components: mandarin peel showed increased sesquiterpenes (up to 60.52%) and aldehydes (up to 4.86%), while clementine oils exhibited higher oxygenated monoterpenes after buffer-based enzymatic treatments. These results indicate that enzyme-assisted pretreatment can modulate the volatile profile of citrus essential oils, although overall yield gains are modest. The inclusion of no-enzyme and no-pretreatment controls is crucial for the reliable assessment of enzymatic effects under laboratory conditions. This systematic approach provides insight into enzyme-assisted extraction, highlighting its potential to influence essential oil quality and composition rather than dramatically increase yield, and offers a foundation for further optimization research. Full article

Four previously undescribed drimane-type sesquiterpenoids, ramaribotrytols A–D (1–4), were isolated from the fruiting bodies of the clavarioid fungus Ramaria botrytoides. Their structures and absolute configurations were elucidated by comprehensive 1D and 2D NMR spectroscopic analyses, high-resolution electrospray ionization mass spectrometry (HRESIMS), and electronic circular dichroism (ECD) calculations. Compounds 1–4 are characterized by oxygenation at C-2, a structural feature that is rare within the drimane sesquiterpene family. These findings expand the chemical diversity of secondary metabolites from the medicinal and edible fungus Ramaria and enrich the structural repertoire of drimane-type sesquiterpenoids derived from higher fungi. Full article

Phytopathogenic fungi that affect postharvest are a serious problem for agriculture, so this research explores the antifungal potential of three different “rosemary” species growing in Chile through in vitro and in silico assays. The analysis of essential oils (GC/MS) reveals the dominant constituents of Salvia rosmarinus (camphor: 66.96%), Baccharis linearis (lachnophyllum ester: 88.62%) and Fabiana imbricata (an oxygenated sesquiterpene: 43.66%) and shows profiles that differ from chemotypes of the same species from other areas of the world. B. linearis oil was shown to be a versatile antifungal substance, inhibiting Botrytis cinerea and Monilinia fructicola at moderate concentrations; F. imbricata oil stood out as a major inhibitor of mycelial growth of the same isolate of M. fructicola used to test B. linearis oil (EC₅₀ of 15.86 + 0.67 µg/mL) and completely inhibited of its conidial germination. In silico assays confirmed the complexity of interactions of F. imbricata sequiterpenoids with catalytic sites of succinate dehydrogenase and catalase 2, key enzymes in mycelial growth and in maintaining redox homeostasis in the early development of M. fructicola, respectively. The results of this research make F. imbricata a good candidate for the development of a formulation applicable in vivo as an eco-friendly post-harvest antifungal agent. Full article

Lettuce, which contains sesquiterpene lactones that have been associated with anti-inflammatory and sedative properties, also appears to harbor bitter ingredients such as lactucopicrin, often found abundantly in the emulsion released from the cut core. Previous reports suggest that lettuce may gradually increase in bitterness post-harvest, possibly reflecting alterations in the composition of its components during shelf life. Therefore, analyzing changes in the concentrations of these components could contribute to the development of methods for evaluating lettuce freshness. In this study, we examined variations in sugar contents and hydrophilic oxygen radical absorbance capacity values in lettuce leaves, refined an analytical approach for sesquiterpene lactones in the lettuce core, and explored how their levels may differ depending on harvest timing within the same day and across the storage period. High-resolution LC-MS analysis was employed to estimate the levels of key components such as cichorioside B, 11β,13-dihydrolactucin, lactucin, and lactucopicrin. While the emulsion is generally considered to contain substantial amounts of lactucopicrins, relatively little information is available about the components present in the lettuce core. Our current findings indicate that cichorioside B may be a predominant bitter component in the core. Collectively, these results may provide a basis for developing approaches to assess lettuce freshness and monitor compositional changes during storage. Full article

Background/Objectives: Carrot seed essential oil (CSEO) from Daucus carota is rich in sesquiterpenoids and oxygenated sesquiterpenoids known for anti-inflammatory and antioxidant activities. This study evaluated the wound-healing potential of chemically validated CSEO in albino rats and examined its effects on oxidative stress, inflammation, and apoptosis. Methods: CSEO was chemically characterized using GC–MS with retention-index validation. Eighteen constituents (>1% peak area) were identified. An excision wound model in albino rats was used to assess wound closure, physiological parameters, inflammatory cytokines (IL-1β, TNF-α), antioxidant status (SOD, GSH, ROS, MDA), and histological markers of tissue repair. Apoptosis was evaluated through caspase-3 immunohistochemistry to determine its role in tissue remodeling. Results: CSEO exhibited an oxygenated sesquiterpene–rich chemotype with oxygenated sesquiterpenes (~36%) and sesquiterpene hydrocarbons (~29%) as major groups. In vivo, CSEO significantly accelerated wound closure, achieving closure on Day 16 (p < 0.01) and complete closure by Day 21 (p < 0.001), compared with the Reference and Control groups. CSEO significantly improved body weight from Day 4 to Day 21 (p < 0.001) and showed consistently higher feed intake (p < 0.001) relative to other groups. Inflammatory markers were markedly reduced, with TNF-α and IL-1β significantly lower than in the Control group (p < 0.001). CD68 levels were also significantly decreased (p < 0.001). CSEO significantly lowered ROS and MDA (p < 0.001) while enhancing GSH and SOD levels (p < 0.001). Caspase-3 IHC revealed restored physiological apoptotic activity, supporting regulated tissue remodeling. Conclusions: CSEO modulates inflammation, oxidative stress, and apoptosis to promote efficient wound healing, supporting its relevance as a promising therapeutic candidate for wound management. Full article

The study characterized the essential oils of eight aromatic medicinal plants (Tagetes filifolia, Aloysia citrodora, Cymbopogon citratus, Eucalyptus globulus, Chamaemelum nobile, Piper aduncum, Minthostachys mollis, and Rosmarinus officinalis) using Raman spectroscopy and gas chromatography–mass spectrometry (GC–MS). Raman spectra allowed the identification of bands associated with C–H, C=C, C–O, and C=O bonds, evidencing the presence of monoterpenes, sesquiterpenes, and oxygenated compounds. GC–MS analysis confirmed these results, detecting 224 compounds, predominantly terpenoids. Among the major compounds, cis,cis-nepetalactone (30.16%), β-caryophyllene (up to 18.26%), citronellol (10.92%), citral, and linalool were found. The combination of both techniques made it possible to relate the chemical composition to the molecular structure. This showed that the differences between species are mainly due to the proportion of oxygenated compounds (citral, linalool, geraniol) compared with aromatic hydrocarbons (β-caryophyllene, D-limonene, β-pinene). Additionally, the presence of cis,cis-nepetalactone in M. mollis was reported for the first time, representing a significant chemical finding. Full article